BOC-VAL-NH2
- Product Name
- BOC-VAL-NH2
- CAS No.
- 35150-08-4
- Chemical Name
- BOC-VAL-NH2
- Synonyms
- BOC-VAL-NH2;BOC-L-VAL-NH2;BOC-L-VALINE AMIDE;(Tert-Butoxy)Carbonyl Val-NH2;Boc-L-valine amide≥ 98% (HPLC);N~2~-(tert-butoxycarbonyl)valinamide;N-tert-Butoxycarbonyl-L-valine amide;N-ALPHA-T-BUTOXYCARBONYL-L-VALINE AMIDE;tert-butyl N-[(1S)-1-carbamoyl-2-methyl-propyl]carbamate;(S)-tert-butyl 1-amino-3-methyl-1-oxobutan-2-ylcarbamate
- CBNumber
- CB4308283
- Molecular Formula
- C10H20N2O3
- Formula Weight
- 216.28
- MOL File
- 35150-08-4.mol
BOC-VAL-NH2 Property
- Melting point:
- 156-157 °C(Solv: methanol (67-56-1))
- Boiling point:
- 361.7±25.0 °C(Predicted)
- Density
- 1.042±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Dichloromethane, Ethyl Acetate, Methanol, THF
- form
- Solid
- pka
- 11.30±0.46(Predicted)
- color
- White
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 265273
- Product name
- Boc-L-valine amide
- Packaging
- 2g
- Price
- $202
- Updated
- 2021/12/16
- Product number
- B673495
- Product name
- Boc-L-ValineAmide
- Packaging
- 25g
- Price
- $525
- Updated
- 2021/12/16
- Product number
- AAA0001835
- Product name
- BOC-VAL-NH2
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $678
- Updated
- 2021/12/16
- Product number
- AAA0001835
- Product name
- BOC-VAL-NH2
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $1039.5
- Updated
- 2021/12/16
- Product number
- 140427
- Product name
- tert-Butyl(S)-(1-amino-3-methyl-1-oxobutan-2-yl)carbamate
- Purity
- >97%
- Packaging
- 1g
- Price
- $268
- Updated
- 2021/12/16
BOC-VAL-NH2 Chemical Properties,Usage,Production
Uses
Boc-L-Valine Amide is an intermediate in the synthesis of QZ59S-SSS (Q990000) which acts as a potential inhibitor of human P-glycoprotein used to improve the efficacy of cancer chemotherapy.
Synthesis
13734-41-3
35150-08-4
General procedure for the synthesis of tert-butyl (S)-(1-amino-3-methyl-1-oxo-2-butyl)carbamate from Boc-L-valine: to a colorless solution of 150 mg (0.50 mmol) of Boc-L-valine in 10 mL of THF was added 67 μL (0.70 mmol, 1.4 eq.) of ethyl chloroformate at 0 °C and 209 μL ( 1.5 mmol, 3.0 eq.) triethylamine. After stirring at 0 °C for 30 min, 0.75 mL of 1.0 M aqueous ammonium chloride (0.75 mmol, 1.5 equiv) was added to the colorless suspension. The mixture was continued to be stirred at 0 °C for 30 min, followed by the addition of 5 mL of water. The colorless clear solution was extracted with 30 mL of ethyl acetate and the aqueous layer was extracted with another 20 mL of ethyl acetate. The organic layers were combined, washed with 5 mL of brine and dried with anhydrous magnesium sulfate. The crude product was purified by silica gel column chromatography (eluent: ethyl acetate) to give 129 mg (86% yield) of tert-butyl (S)-(1-amino-3-methyl-1-oxo-2-butyl)carbamate. The product was a colorless solid, melting point: 149-152 °C; [α]30D = -2.4 (c 1.00, methanol); 1H NMR (400 MHz, CDCl3): δ 0.94 (d, J = 6.8 Hz, 3H, CH3CH), 0.99 (d, J = 6.8 Hz, 3H, CH3CH), 1.45 (s, 9H, (CH3)3C ), 2.16 (ddd, J = 6.7,6.8,6.8 Hz, 1H, CH(CH3)2), 3.96 (dd, J = 6.7,7.8 Hz, 1H, CHCO), 5.03,5.42,5.89 (br, br, br, 1H, 1H, 1H, NH, NH2); 13C NMR (100 MHz, CDCl3) : δ17.8,19.3,28.3,30.8,59.5,79.9,156.0,174.4; IR (KBr, vmax/cm-1): 3386 (CONH), 3345 (CONH), 3205 (CONH), 1680 (CON), 1641 (CON); HRMS (ESI-TOF): Calculated value for C10H20N2O3Na (M + Na)+: 239.1366, measured value: 239.1340. Enantiomeric ratio was determined by HPLC (Chiralcel OD column: hexane/2-propanol = 95/5): retention time 9.4 min.
References
[1] Tetrahedron Asymmetry, 2017, vol. 28, # 12, p. 1690 - 1699
[2] Angewandte Chemie - International Edition, 2007, vol. 46, # 25, p. 4771 - 4774
[3] Angewandte Chemie, International Edition, 2009, vol. 48, # 23, p. 4198 - 4201
[4] Bulletin of the Chemical Society of Japan, 1988, vol. 61, # 7, p. 2647 - 2648
[5] Tetrahedron, 2009, vol. 65, # 46, p. 9536 - 9541
BOC-VAL-NH2 Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from BOC-VAL-NH2 manufacturers
- Product
- Boc-L-Val-NH2 35150-08-4
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1T
- Release date
- 2023-11-16
- Product
- BOC-VAL-NH2 35150-08-4
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20T
- Release date
- 2024-08-09
- Product
- BOC-VAL-NH2 35150-08-4
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 100kg
- Release date
- 2020-01-18